Middlesex County Luxury Rentals

We selected the 106 homes worth renting in this location

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Home spotlights in Middlesex County

Borne Back

Borne Back

  • 6 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

Just steps away from a private community beach, Borne Back was designed by its architect owner to provide a comfortable contemporary home in a perfectly quiet spot in the Hamptons. On a full acre plot next to Gardiner's Bay, it's surrounded by tall trees.

Crop And Saddle

Crop And Saddle

  • 6 guests

  • 4 bedrooms

Washington, Litchfield

Clued-up New Yorkers have slowly been turning their attention away from the Hamptons to this corner of countryside in Litchfield County. One step into this home, and we can see why they're making the swap.

Where the Wind Blows

Where the Wind Blows

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

At the bottom of the garden, you’ve got direct access to the serene waters of Noyack Bay, with kayaks, paddleboards and bicycles provided by your host. It’s a fifteen to twenty-minute walk (or five-minute cycle) to the restaurants and grocery store of Noyack, just along the coast from Sag Harbour.

Racquet & Relax

Racquet & Relax

  • 12 guests

  • 5 bedrooms

Remsenburg, Remsenburg-Speonk

If you’re in search of the ultimate Hamptons escape, this home delivers a refreshing solution. From the saltwater heated pool and hot tub to the private tennis court, every detail has been considered to bring you a magical getaway.


We selected the top 3% holiday homes in Middlesex County Luxury Rentals

Explore the 106 most perfect homes in our collection

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Most popular homes in Middlesex County

The Park View

The Park View

  • 6 guests

  • 3 bedrooms

Gramercy Park, Manhattan

A Faithful Friend

A Faithful Friend

  • 10 guests

  • 6 bedrooms

Water Mill, Southampton

Rise with the Sun

Rise with the Sun

  • 20 guests

  • 8 bedrooms

Pleasant Valley, New York

Long Point

Long Point

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

NoHo Serenity

NoHo Serenity

  • 4 guests

  • 2 bedrooms

NoHo, Manhattan

Far Away Coast

Far Away Coast

  • 8 guests

  • 5 bedrooms

North Sea, Southampton

The Artful Eats

The Artful Eats

  • 9 guests

  • 4 bedrooms

Hell's Kitchen, Manhattan

Gramercy Garden

Gramercy Garden

  • 10 guests

  • 4 bedrooms

Gramercy Park, Manhattan

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A handpicked selection of the best luxury homes in Middlesex County, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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